Cabergoline (CED0004293)

Record Information
Version1.0
Creation Date2009-07-21 20:26:24 UTC
Update Date2026-05-14 16:24:55 UTC
SynCED IDCED0004293
Secondary Accession Numbers
  • CHEM002153
  • T3D2727
Identification
Common NameCabergoline
ClassSmall Molecule
Description
Cabergoline is an exogenous solid with the formula C26H37N5O2 and an average molecular weight of 451.60 g/mol. Cabergoline belongs to the lysergic acids and derivatives, a subclass of ergoline and derivatives within the organic compounds. It is used as a dopamine agonist, an antiparkinson drug, and an antineoplastic agent. Recorded exposure occurs via the oral route, and the compound is found in healthcare, pharmaceuticals and veterinary products, including dopaminergic agents and gynecologicals. It is also recorded in household cleaning and consumer products, such as cigar cigarettes, non electric simulated smoking devices, and other smoking requisites, as well as in electrical and electronic equipment, including television systems and electrically stimulated smoking devices. The compound interacts with 20 recorded protein targets. It is a long-acting dopamine receptor agonist with a high affinity for D(2) dopamine receptors (DRD2), an interaction that produces an anti-Parkinsonian effect. Other protein targets include the D(3) dopamine receptor (DRD3), 5-hydroxytryptamine receptor 2A (HTR2A), Alpha-2B adrenergic receptor (ADRA2B), 5-hydroxytryptamine receptor 1D (HTR1D), and 13 other proteins. Additionally, cabergoline acts as an agonist for 5-hydroxytryptamine receptor 1B (HTR1B) and 5-hydroxytryptamine receptor 2B (HTR2B); this agonism is believed to be responsible for cardiac valvular disease and fibrotic reactions associated with the use of the compound.
Contaminant Type
  • Amide
  • Amine
  • Antineoplastic Agent
  • Antiparkinson Agent
  • Dopamine Agonist
  • Drug
  • Human Neurotoxin
  • Metabolite
  • Organic Compound
  • Synthetic Compound
Chemical Structure
Synonyms
ValueSource
(8beta)-N-[3-(Dimethylamino)propyl]-N-[(ethylamino)carbonyl]-6-(2-propenyl)-ergoline-8-carboxamideChEBI
(8R)-6-Allyl-N-[3-(dimethylamino)propyl]-N-(ethylcarbamoyl)ergoline-8-carboxamideChEBI
1-((6-Allylergolin-8beta-yl)carbonyl)-1-(3-(dimethylamino)propyl)-3-ethylureaChEBI
1-[(6-Allylergoline-8beta-yl)carbonyl]-1-[3-(dimethylamino)propyl]-3-ethylureaChEBI
1-Ethyl-3-(3'-dimethylamionpropyl)-2-(6'-allylergoline-8'beta-carbonyl)ureaChEBI
CabergolinaChEBI
CabergolinumChEBI
CabaserKegg
DostinexKegg
(8b)-N-[3-(Dimethylamino)propyl]-N-[(ethylamino)carbonyl]-6-(2-propenyl)-ergoline-8-carboxamideGenerator
(8Β)-N-[3-(dimethylamino)propyl]-N-[(ethylamino)carbonyl]-6-(2-propenyl)-ergoline-8-carboxamideGenerator
1-((6-Allylergolin-8b-yl)carbonyl)-1-(3-(dimethylamino)propyl)-3-ethylureaGenerator
1-((6-Allylergolin-8β-yl)carbonyl)-1-(3-(dimethylamino)propyl)-3-ethylureaGenerator
1-[(6-Allylergoline-8b-yl)carbonyl]-1-[3-(dimethylamino)propyl]-3-ethylureaGenerator
1-[(6-Allylergoline-8β-yl)carbonyl]-1-[3-(dimethylamino)propyl]-3-ethylureaGenerator
1-Ethyl-3-(3'-dimethylamionpropyl)-2-(6'-allylergoline-8'b-carbonyl)ureaGenerator
1-Ethyl-3-(3'-dimethylamionpropyl)-2-(6'-allylergoline-8'β-carbonyl)ureaGenerator
1-Ethyl-2-(3'-dimethylaminopropyl)-3-(6'-allylergoline-8'-beta-carbonyl)urea diphosphateHMDB
CabaserilHMDB
GalastopHMDB
Cabergoline diphosphateHMDB
Chemical FormulaC26H37N5O2
Average Molecular Mass451.604 g/mol
Monoisotopic Mass451.295 g/mol
CAS Registry Number81409-90-7
IUPAC Name1-[3-(dimethylamino)propyl]-3-ethyl-1-[(2R,4R,7R)-6-(prop-2-en-1-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraene-4-carbonyl]urea
Traditional Namecabergoline
SMILES[H][C@@]12CC3=CNC4=CC=CC(=C34)[C@@]1([H])C[C@H](CN2CC=C)C(=O)N(CCCN(C)C)C(=O)NCC
InChI IdentifierInChI=1S/C26H37N5O2/c1-5-11-30-17-19(25(32)31(26(33)27-6-2)13-8-12-29(3)4)14-21-20-9-7-10-22-24(20)18(16-28-22)15-23(21)30/h5,7,9-10,16,19,21,23,28H,1,6,8,11-15,17H2,2-4H3,(H,27,33)/t19-,21-,23-/m1/s1
InChI KeyKORNTPPJEAJQIU-KJXAQDMKSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as lysergic acids and derivatives. These are alkaloids with a structure based on the lysergic acid skeleton.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassErgoline and derivatives
Sub ClassLysergic acids and derivatives
Direct ParentLysergic acids and derivatives
Alternative Parents
Substituents
  • Lysergic acid or derivatives
  • Indoloquinoline
  • Benzoquinoline
  • Quinoline-3-carboxamide
  • Pyrroloquinoline
  • Quinoline
  • 3-alkylindole
  • Indole
  • Indole or derivatives
  • Isoindole or derivatives
  • 3-piperidinecarboxamide
  • Piperidinecarboxamide
  • N-acyl urea
  • Aralkylamine
  • Ureide
  • Benzenoid
  • Piperidine
  • Dicarboximide
  • Heteroaromatic compound
  • Pyrrole
  • Urea
  • Tertiary amine
  • Tertiary aliphatic amine
  • Carbonic acid derivative
  • Amino acid or derivatives
  • Organoheterocyclic compound
  • Azacycle
  • Carboxylic acid derivative
  • Organooxygen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic nitrogen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
Applications
Biological Roles
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting Point102-104°C
Boiling PointNot Available
SolubilityInsoluble
Predicted Properties
PropertyValueSource
Water Solubility0.064 g/LALOGPS
logP2.97ALOGPS
logP2.58ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)15.25ChemAxon
pKa (Strongest Basic)9.32ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area71.68 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity133.5 m³·mol⁻¹ChemAxon
Polarizability52.5 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0a4u-9332300000-c399dad54a5ca1142e58Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0uk9-6612900000-09532480a6bc0ee23c8bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9547200000-4408faaf3f5607911d33Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9230000000-e8bfe5d55836ee96fff9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-4004900000-a2459baf72baf4f7d4c0Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0fml-8138900000-802be7d5b4ed6f5ea2eaNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9456000000-a805853927d5cdb1b2faNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0000900000-789dda3470f1d5d2b188Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0zgi-3008900000-cefe7417b2ff493d14e7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0zfr-4549000000-ffec92d47b323b6e170cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0003900000-4c85bc032d2cb605ace4Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-1209000000-00a4b086d755fec1cdd3Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-052o-3069000000-6aeb0c0daa38a57cc470Not AvailableView Spectrum
Toxicity Profile
Toxicity Values
Toxicity ValueOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalToxicity RatingReference
219.0 Log mg/kg [120:390]RatLD50oralpredictedNot AvailableNot Available
Toxicity / Toxin ClassNot Available
Mechanism of ToxicityErgoline alkaloids have been shown to have the significant affinity towards the 5-HT1 and 5-HT2 serotonin receptors, D1 and D2 dopamine receptors, and alpha-adrenergic receptors. This can result in a number of different effects, including vasoconstriction, convulsions, and hallucinations. (2, 3, 4, 12) The dopamine D2 receptor is a 7-transmembrane G-protein coupled receptor associated with Gi proteins. In lactotrophs, stimulation of dopamine D2 causes inhibition of adenylyl cyclase, which decreases intracellular cAMP concentrations and blocks IP3-dependent release of Ca2+ from intracellular stores. Decreases in intracellular calcium levels may also be brought about via inhibition of calcium influx through voltage-gated calcium channels, rather than via inhibition of adenylyl cyclase. Additionally, receptor activation blocks phosphorylation of p42/p44 MAPK and decreases MAPK/ERK kinase phosphorylation. Inhibition of MAPK appears to be mediated by c-Raf and B-Raf-dependent inhibition of MAPK/ERK kinase. Dopamine-stimulated growth hormone release from the pituitary gland is mediated by a decrease in intracellular calcium influx through voltage-gated calcium channels rather than via adenylyl cyclase inhibition. Stimulation of dopamine D2 receptors in the nigrostriatal pathway leads to improvements in coordinated muscle activity in those with movement disorders. Cabergoline is a long-acting dopamine receptor agonist with a high affinity for D2 receptors. Receptor-binding studies indicate that cabergoline has low affinity for dopamine D1, α1,- and α2- adrenergic, and 5-HT1- and 5-HT2-serotonin receptors.
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Minimum Risk LevelNot Available
SymptomsSide effects of cabergoline include nausea, constipation, dry mouth, sleep disturbances, vertigo, depression, hypotension, and peripheral edema. Convulsive ergotism can cause painful seizures and spasms, diarrhea, paresthesias, itching, headaches, nausea and vomiting. Usually the gastrointestinal effects precede the central nervous system effects. As well as seizures there can be hallucinations and mental effects including mania or psychosis. Gangrenous ergotism causes dry gangrene as a result of vasoconstriction induced in the more poorly vascularized distal structures, such as the fingers and toes. Symptoms include desquamation, weak periphery pulse, loss of peripheral sensation, edema and ultimately the death and loss of affected tissues. (10, 13) Overdosage might be expected to produce nasal congestion, syncope, or hallucinations.
TreatmentTreatment for ergotism consists of vasodilators, anticoagulants and low molecular weight dextrans. If necessary, a sympathetic nerve blockade may be carried out, such as brachial plexus blockade. Temporary sedation (e.g. haloperidol) will be necessary in hallucination and diazepam is used for convulsions. There is no specific antidote. (11)
Health Effects
Health EffectRelationshipDirectionDescriptionReference
Exposure Sources
Source IDSourceSectorReference
CEDs000010Insecticides?Insecticides are synthetic chemicals designed to control or eliminate insect pests that threaten crops and other agricultural products.Agriculture & land managementPubChem
CEDs000316Gynecologicals?Gynecologicals encompass a range of synthetic chemicals used in the treatment of various women's health issues, including hormonal therapies, contraceptives, and antifungal agents.Healthcare, pharmaceuticals & veterinary productsNot Available
CEDs000373Dopaminergic agents?Dopaminergic agents are compounds that influence the dopamine system, primarily through agonistic or antagonistic actions at dopamine receptors.Healthcare, pharmaceuticals & veterinary productsNot Available
CEDs000518Electrically Stimulated Smoking Devices?Electrically stimulated smoking devices, commonly known as e-cigarettes or vape pens, utilize electrical components to heat a liquid solution, often containing nicotine, flavorings, and other additives, to produce an aerosol for inhalation.Electrical & Electronic EquipmentPubChem
CEDs000537Television Systems?Television systems can be a source of synthetic chemical contamination due to the various materials and components used in their manufacture and operation.Electrical & Electronic EquipmentPubChem
CEDs000556Cigar Cigarettes?Cigar cigarettes are a source of synthetic chemical contamination due to the combustion of various tobacco blends and additives.Household cleaning & consumer productsPubChem
CEDs000559Non Electric Simulated Smoking Devices?Non-electric simulated smoking devices, often designed to mimic the experience of smoking without combustion, can be sources of synthetic chemical contamination due to the materials and chemicals used in their construction and operation.Household cleaning & consumer productsPubChem
CEDs000560Other Smoking Requisites?Other smoking requisites, including items such as lighters, matches, and rolling papers, can introduce synthetic chemical contamination through various components and additives.Household cleaning & consumer productsPubChem
CEDs000580Manufacture Preparation Of Tobacco Products?The manufacture and preparation of tobacco products involve various processes that can result in the introduction of synthetic chemicals into the environment.Industrial manufacturing & chemical processingPubChem
CEDs000596Acaricides?Acaricides are synthetic chemicals specifically designed to target and control mite populations that can damage crops and plants.Agriculture & land managementPubChem
CEDs000597Chemosterilants?Chemosterilants are synthetic chemicals designed to induce sterility in target pest populations, thereby controlling their reproduction and mitigating damage to crops.Agriculture & land managementPubChem
CEDs000605Pest Repellants?Pest repellents, often formulated from synthetic chemicals, are widely used to protect crops from insect infestations and other pests.Agriculture & land managementPubChem
CEDs000610Aftersun Products?Aftersun products are designed to soothe and hydrate the skin after sun exposure, often containing various synthetic chemicals such as emollients, preservatives, and fragrances.Personal care & cosmeticsPubChem
CEDs000611Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.Personal care & cosmeticsPubChem
CEDs000632Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.Textiles, leather & furnishingsPubChem
CEDs000671Airplanes And Helicopters?Airplanes and helicopters are significant sources of synthetic chemical contamination primarily through the use of aviation fuels, lubricants, and de-icing agents.Aviation & AerospacePubChem
CEDs000685Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.Building & ConstructionPubChem
CEDs000696Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.Industrial manufacturing & chemical processingPubChem
CEDs000735Explosives?Explosives are chemical compounds or mixtures designed to undergo rapid decomposition, releasing energy in the form of gas and heat.Defense & military infrastructurePubChem
CEDs000744Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.Wastewater, sanitation & biosolidsPubChem
Pathways
2 pathwaysPathway Source: PathBank
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
5-hydroxytryptamine receptor 2B structureClick to view 3D structure5-hydroxytryptamine receptor 2BP41595HumansPredicted (SEA)
Prediction Confidence Score
0.567
Applicability Domain
1.0
Statistical Significance
8.00e-04
Supporting Reference Compounds
686
E-value
6.22794
Click to view 3D structure5-hydroxytryptamine receptor 1AP19327Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.483
Applicability Domain
0.784
Statistical Significance
0.0054
Supporting Reference Compounds
541
E-value
42.4278
Click to view 3D structureD(2) dopamine receptorP61169RatPredicted (SEA)
Prediction Confidence Score
0.483
Applicability Domain
0.784
Statistical Significance
0.0064
Supporting Reference Compounds
528
E-value
49.7457
D(2) dopamine receptor structureClick to view 3D structureD(2) dopamine receptorP14416HumansPredicted (SEA)
Prediction Confidence Score
0.474
Applicability Domain
1.0
Statistical Significance
0.0102
Supporting Reference Compounds
1103
E-value
79.3284
Alpha-2A adrenergic receptor structureClick to view 3D structureAlpha-2A adrenergic receptorP08913HumansPredicted (SEA)
Prediction Confidence Score
0.473
Applicability Domain
1.0
Statistical Significance
0.0021
Supporting Reference Compounds
487
E-value
16.1148
D(1A) dopamine receptor structureClick to view 3D structureD(1A) dopamine receptorP21728HumansPredicted (SEA)
Prediction Confidence Score
0.472
Applicability Domain
1.0
Statistical Significance
0.0035
Supporting Reference Compounds
425
E-value
27.4808
Click to view 3D structureD(1A) dopamine receptorP18901Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.466
Applicability Domain
0.784
Statistical Significance
0.0023
Supporting Reference Compounds
206
E-value
17.7496
5-hydroxytryptamine receptor 6 structureClick to view 3D structure5-hydroxytryptamine receptor 6P50406HumansPredicted (SEA)
Prediction Confidence Score
0.352
Applicability Domain
0.405
Statistical Significance
0.017
Supporting Reference Compounds
536
E-value
132.655
5-hydroxytryptamine receptor 2C structureClick to view 3D structure5-hydroxytryptamine receptor 2CP28335HumansPredicted (SEA)
Prediction Confidence Score
0.337
Applicability Domain
0.405
Statistical Significance
0.0316
Supporting Reference Compounds
823
E-value
246.315
D(3) dopamine receptor structureClick to view 3D structureD(3) dopamine receptorP35462HumansPredicted (SEA)
Prediction Confidence Score
0.337
Applicability Domain
0.405
Statistical Significance
0.0356
Supporting Reference Compounds
861
E-value
277.221
D(2) dopamine receptor structureClick to view 3D structureD(2) dopamine receptorP14416HumansKnownNot Available
5-hydroxytryptamine receptor 2A structureClick to view 3D structure5-hydroxytryptamine receptor 2AP28223HumansPredicted (SEA)
Prediction Confidence Score
0.337
Applicability Domain
0.405
Statistical Significance
0.042
Supporting Reference Compounds
955
E-value
327.122
Alpha-2B adrenergic receptor structureClick to view 3D structureAlpha-2B adrenergic receptorP18089HumansPredicted (SEA)
Prediction Confidence Score
0.334
Applicability Domain
0.405
Statistical Significance
0.0125
Supporting Reference Compounds
340
E-value
97.3894
Alpha-2C adrenergic receptor structureClick to view 3D structureAlpha-2C adrenergic receptorP18825HumansPredicted (SEA)
Prediction Confidence Score
0.334
Applicability Domain
0.405
Statistical Significance
0.0147
Supporting Reference Compounds
386
E-value
114.438
D(4) dopamine receptor structureClick to view 3D structureD(4) dopamine receptorP21917HumansPredicted (SEA)
Prediction Confidence Score
0.333
Applicability Domain
0.405
Statistical Significance
0.0302
Supporting Reference Compounds
524
E-value
235.416
5-hydroxytryptamine receptor 1A structureClick to view 3D structure5-hydroxytryptamine receptor 1AP08908HumansPredicted (SEA)
Prediction Confidence Score
0.333
Applicability Domain
0.405
Statistical Significance
0.0409
Supporting Reference Compounds
953
E-value
318.403
Click to view 3D structure5-hydroxytryptamine receptor 1BP28564Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.329
Applicability Domain
0.405
Statistical Significance
0.0091
Supporting Reference Compounds
154
E-value
70.5314
5-hydroxytryptamine receptor 7 structureClick to view 3D structure5-hydroxytryptamine receptor 7P34969HumansPredicted (SEA)
Prediction Confidence Score
0.325
Applicability Domain
0.391
Statistical Significance
0.0312
Supporting Reference Compounds
565
E-value
242.656
Click to view 3D structureAlpha-1A adrenergic receptorP43140Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.323
Applicability Domain
0.405
Statistical Significance
0.0148
Supporting Reference Compounds
208
E-value
115.528
Click to view 3D structureAlpha-1D adrenergic receptorP25100HumansPredicted (SEA)
Prediction Confidence Score
0.323
Applicability Domain
0.405
Statistical Significance
0.0149
Supporting Reference Compounds
258
E-value
115.917
Click to view 3D structureAlpha-1B adrenergic receptorP15823Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.323
Applicability Domain
0.405
Statistical Significance
0.0076
Supporting Reference Compounds
130
E-value
59.2433
5-hydroxytryptamine receptor 5A structureClick to view 3D structure5-hydroxytryptamine receptor 5AP47898HumansPredicted (SEA)
Prediction Confidence Score
0.315
Applicability Domain
0.391
Statistical Significance
0.0125
Supporting Reference Compounds
225
E-value
97.3115
Cytochrome P450 2D6 structureClick to view 3D structureCytochrome P450 2D6P10635HumansPredicted (SEA)
Prediction Confidence Score
0.315
Applicability Domain
0.405
Statistical Significance
0.0727
Supporting Reference Compounds
1130
E-value
566.12
Beta-1 adrenergic receptor structureClick to view 3D structureBeta-1 adrenergic receptorP08588HumansPredicted (SEA)
Prediction Confidence Score
0.304
Applicability Domain
0.323
Statistical Significance
0.0101
Supporting Reference Compounds
180
E-value
78.3942
Click to view 3D structureD(2) dopamine receptorP20288Bos taurusPredicted (SEA)
Prediction Confidence Score
0.302
Applicability Domain
0.405
Statistical Significance
0.0084
Supporting Reference Compounds
72
E-value
65.3155
Alpha-1A adrenergic receptor structureClick to view 3D structureAlpha-1A adrenergic receptorP35348HumansPredicted (SEA)
Prediction Confidence Score
0.298
Applicability Domain
0.405
Statistical Significance
0.0383
Supporting Reference Compounds
376
E-value
298.163
5-hydroxytryptamine receptor 2A structureClick to view 3D structure5-hydroxytryptamine receptor 2AP28223HumansKnownNot Available
5-hydroxytryptamine receptor 2C structureClick to view 3D structure5-hydroxytryptamine receptor 2CP28335HumansKnownNot Available
Alpha-2B adrenergic receptor structureClick to view 3D structureAlpha-2B adrenergic receptorP18089HumansKnownNot Available
D(1A) dopamine receptor structureClick to view 3D structureD(1A) dopamine receptorP21728HumansKnownNot Available
5-hydroxytryptamine receptor 1A structureClick to view 3D structure5-hydroxytryptamine receptor 1AP08908HumansKnownNot Available
Alpha-2A adrenergic receptor structureClick to view 3D structureAlpha-2A adrenergic receptorP08913HumansKnownNot Available
Alpha-2C adrenergic receptor structureClick to view 3D structureAlpha-2C adrenergic receptorP18825HumansKnownNot Available
D(1B) dopamine receptor structureClick to view 3D structureD(1B) dopamine receptorP21918HumansKnownNot Available
D(3) dopamine receptor structureClick to view 3D structureD(3) dopamine receptorP35462HumansKnownNot Available
5-hydroxytryptamine receptor 1D structureClick to view 3D structure5-hydroxytryptamine receptor 1DP28221HumansKnownNot Available
D(4) dopamine receptor structureClick to view 3D structureD(4) dopamine receptorP21917HumansKnownNot Available
5-hydroxytryptamine receptor 1B structureClick to view 3D structure5-hydroxytryptamine receptor 1BP28222HumansKnownAgonism of 5-HT2B and 5-HT1B receptors is believed to be responsible for the fibrotic reactions and cardiac valvular disease associated with cabergoline use. (A2933)
5-hydroxytryptamine receptor 2B structureClick to view 3D structure5-hydroxytryptamine receptor 2BP41595HumansKnownAgonism of 5-HT2B and 5-HT1B receptors is believed to be responsible for the fibrotic reactions and cardiac valvular disease associated with cabergoline use. (A2933)
5-hydroxytryptamine receptor 7 structureClick to view 3D structure5-hydroxytryptamine receptor 7P34969HumansKnownNot Available
Alpha-1A adrenergic receptor structureClick to view 3D structureAlpha-1A adrenergic receptorP35348HumansKnownNot Available
Click to view 3D structureAlpha-1B adrenergic receptorP35368HumansKnownNot Available
Click to view 3D structureAlpha-1D adrenergic receptorP25100HumansKnownNot Available
Beta-1 adrenergic receptor structureClick to view 3D structureBeta-1 adrenergic receptorP08588HumansKnownNot Available
Beta-2 adrenergic receptor structureClick to view 3D structureBeta-2 adrenergic receptorP07550HumansKnownNot Available
D(2) dopamine receptor structureClick to view 3D structureD(2) dopamine receptorP14416HumansKnownCabergoline is a long-acting dopamine receptor agonist with a high affinity for D2 receptors. This agonism has an anti-Parkinsonian effect. (A2946)
Concentrations
Not Available
External Links
DrugBank IDDB00248
HMDB IDHMDB0014393
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkCabergoline
Chemspider ID49452
ChEBI ID3286
PubChem Compound ID54746
Kegg Compound IDC08187
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis Reference

DrugSyn.org

MSDSNot Available
General References
  1. Richard JL: Some major mycotoxins and their mycotoxicoses--an overview. Int J Food Microbiol. 2007 Oct 20;119(1-2):3-10. Epub 2007 Jul 31. [PubMed: 17719115]
  2. Mantegani S, Brambilla E, Varasi M: Ergoline derivatives: receptor affinity and selectivity. Farmaco. 1999 May 30;54(5):288-96. [PubMed: 10418123]
  3. Schiff PL: Ergot and its alkaloids. Am J Pharm Educ. 2006 Oct 15;70(5):98. [PubMed: 17149427]
  4. Kvernmo T, Hartter S, Burger E: A review of the receptor-binding and pharmacokinetic properties of dopamine agonists. Clin Ther. 2006 Aug;28(8):1065-78. [PubMed: 16982285]
  5. Pastor P, Tolosa E: [Cabergoline in the treatment of Parkinson's disease]. Neurologia. 2003 May;18(4):202-9. [PubMed: 12721865]
  6. Curran MP, Perry CM: Cabergoline : a review of its use in the treatment of Parkinson's disease. Drugs. 2004;64(18):2125-41. [PubMed: 15341508]
  7. Bracco F, Battaglia A, Chouza C, Dupont E, Gershanik O, Marti Masso JF, Montastruc JL: The long-acting dopamine receptor agonist cabergoline in early Parkinson's disease: final results of a 5-year, double-blind, levodopa-controlled study. CNS Drugs. 2004;18(11):733-46. [PubMed: 15330687]
  8. Miyagi M, Arai N, Taya F, Itoh F, Komatsu Y, Kojima M, Isaji M: Effect of cabergoline, a long-acting dopamine D2 agonist, on reserpine-treated rodents. Biol Pharm Bull. 1996 Nov;19(11):1499-502. [PubMed: 8951172]
  9. Wikipedia. Ergoline. Last Updated 2 April 2010. - http://en.wikipedia.org/wiki/Ergoline
  10. Wikipedia. Ergotism. Last Updated 6 April 2010. - http://en.wikipedia.org/wiki/Ergotism
  11. Van den Enden, E. (2004). Illustrated Lecture Notes on Tropical Medicine. - http://www.itg.be/evde/
  12. Wikipedia. Cabergoline. Last Updated 26 April 2010. - http://en.wikipedia.org/wiki/Cabergoline
  13. RxList: The Internet Drug Index (2010). Dostinex (Cabergoline). - http://www.rxlist.com/dostinex-drug.htm